Hydrochloric Acid → (5-{4-[3-Amino-4-hydroxy-3-(hydroxymethyl)butyl]phenyl}-2-thienyl)(4-methylphenyl)ketone

HRID 1641573Notes

Reaction equation

CC1(C)[O:7][CH2:6][C:5]([NH:30]C(=O)C)([CH2:8][CH2:9][C:10]2[CH:15]=[CH:14][C:13]([C:16]3[S:17][C:18]([C:21](=[O:29])[C:22]4[CH:27]=[CH:26][C:25]([CH3:28])=[CH:24][CH:23]=4)=[CH:19][CH:20]=3)=[CH:12][CH:11]=2)[CH2:4][O:3]1.Cl>C(O)C>[NH2:30][C:5]([CH2:4][OH:3])([CH2:6][OH:7])[CH2:8][CH2:9][C:10]1[CH:15]=[CH:14][C:13]([C:16]2[S:17][C:18]([C:21]([C:22]3[CH:23]=[CH:24][C:25]([CH3:28])=[CH:26][CH:27]=3)=[O:29])=[CH:19][CH:20]=2)=[CH:12][CH:11]=1

Participants

Conditions

Temperature: 80 °C

Procedure

N-[2,2-Dimethyl-5-(2-{4-[5-(4-methylbenzoyl)-2-thienyl]phenyl}ethyl)-1,3-dioxan-5-yl]acetamide (0.22 g) was dissolved in ethanol (4 mL), concentrated hydrochloric acid (2 mL) was added, and the mixture was stirred at 80° C. for 4 hr. The reaction mixture was concentrated, aqueous potassium carbonate solution was added to the residue, and the precipitated crystals were collected by filtration to give the title compound (163 mg) as brown crystals.

Workup

concentrationThe reaction mixture was concentrated
additionaqueous potassium carbonate solution was added to the residue
filtrationthe precipitated crystals were collected by filtration

Sources & evidence

ORD record: ord-a80e1ec1e9114f08b1287a4c7caea993
Source dataset: uspto-grants-2012_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08114902B2

Reaction notes

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